反应详情

1,7-Heptanediol (ex Lancaster) (1.7 g) was reacted with sodium (0.24 g) in toluene (50 ml) as in Stage A(ii). 2-Chloromethylquinoline hydrochloride (ex Aldrich) was added followed by triethylamine (0.7 ml). After heating under reflux for 6 hours, the reaction mixture was partitioned between water and diethyl ether and the organic phase washed with brine and dried. The crude material was purified by chromatography on silica (eluting with ether-hexane) to give 7-(2-quinolinylmethoxy)heptan-1-ol (0.43 g) which was used in Stage b.

1. temperatureAfter heating
2. temperatureunder reflux for 6 hours
3. customthe reaction mixture was partitioned between water and diethyl ether
4. washthe organic phase washed with brine
5. customdried
6. customThe crude material was purified by chromatography on silica (eluting with ether-hexane)